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Pinellas County Cottage Rentals & Holiday Homes

Find the best cottages in Pinellas County - We found 542 exact matches

About Pinellas County Cottage Rentals on Weekend Getaways

Searching for cottages to rent near Pinellas County? Weekend Getaways features more than 542 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Pinellas County have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Weekend Getaways’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Pinellas County.

Are you planning to travel to the lakeside, beach, or mountain area? Weekend Getaways’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.

Weekend Getaways boasts of 542 holiday cottages and places to stay in Pinellas County. The site provides unique Airbnb, VRBO, Weekend Getaways-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.

Frequently Asked Questions About Pinellas County Cottage Rentals

What are the top rated Cottage Rentals in Pinellas County?

There are a lot of options in Pinellas County. If you plan on staying in the Pinellas County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Pinellas County:

How much does it cost to rent a cottage in Pinellas County?

The average cost for a cottage rental in Pinellas County is $324 per night. Weekendgetaways has a wide list of great cottages near Pinellas County that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Do you have any rental cottages in Pinellas County that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Pinellas County to find one that works for you.

Are there quality cottages in Pinellas County that have indoor swimming pools?

As of 2026, the data from Weekendgetaways shows that there are Over 542 private swimming pools or cottages with indoor pools in the Pinellas County area along with other great amenities.